Sailing Yacht Antillean

50ft · 6 guests · St Thomas, US Virgin Islands
Antillean Crewed Sailing Yacht Charter
Interested in Antillean?  Contact Us  

7-Night Rates

From $9,000 (2 passengers 7 nights)
To $13,800 (6 passengers 7 nights)*
*Price range is subject to change. Please Contact Us for pricing for various party sizes, number of nights and Christmas & New Year weeks. Best price guarantee: We endeavor to offer the lowest prices available and will always match lowest rates. We accept Visa, MasterCard and AMEX, no fees. We accept Visa, MasterCard and AMEX

Yacht Details

Guests Up to 6
Guest Cabins 3
Length 50ft
Guest Cabin Configuration 2 Queen, 1 Double en-suite cabins with A/C
Designer Beneteau
Launched 1997 (Refit 2018)
Children Allowed Yes
Home Port Red Hook, St Thomas, US Virgin Islands
Scuba SCUBA available on board Available onboard (see Specs tab)
Winter Cruising Area Caribbean Virgin Islands, Caribbean Leewards
Summer Cruising Area Caribbean Virgin Islands, Caribbean Leewards

Sailing Yacht Antillean Overview

Named for the Lesser Antilles, which are the small islands which make the Caribbean such a beautiful destination for charter yachting, Antillean is your passport to these islands! Antillean is a 50' Beneteau designed for the comfort of her charter guests. Our itinerary is custom designed to suit your needs. Antillean is available in the Virgin Islands from November until July, then south in the Grenadines for the summer months.

Antillean's superb hull, designed by Bruce Farr & Associates combined with substantial design input from Beneteau, represents a new approach in luxury yacht design.

Spirited and solid, she is a joy to sail, offering performance rarely found in cruisers in the 50 ft range. From bow to stern, Antillean is a product of experience and excellence. Riding at anchor, her shaded cockpit allows for comfortable lounging!

To charter Antillean means for the period you are onboard, the boat is yours. The captain and crew are available to assist and advise. They know the areas in which you will be sailing, the many entertainments at the various stopping points, and can advise on itineraries so that you can maximize your vacation.

Enjoy sailing on the warm, clear water of the Caribbean. Watch the sunset while enjoying Amber's hors d'oeuvers and drinks. Sit back and watch the stars and planets as they transit the heavens above calm anchorages. For the newcomer and the old hand, these are moments to treasure also a holiday of a lifetime.

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Meet the Crew

Crew photo
Matthias & Amber

Matthias Bitterwolf was born and raised on a sailboat in St Thomas and spent his childhood sailing around the Caribbean, fishing, snorkeling and diving. He has worked in the marine industry for many years and has his 100 ton USCG captain's license and is a SCUBA Instructor.

Matthias has worked on many vessels ranging from 40ft sailboats to a 150ft mega yachts. His last job was captain on a 100ft passenger vessel carrying up to 350 guests, but he is now looking for a more rewarding career in the yacht charter industry on board Antillean. With Matthias' skills in diving, fishing, sailing and entertaining his guests he hopes to continue the success Antillean has had in the past.

Amber Duncan, Antillean's fiery cook, bartender, server, and entertainer was born in Florida. She grew up in Maine where she learned more about boating while fishing for lobster and eel with her mother and uncle. Amber also spent many years in the service industry as a bartender, server, and snorkel guide, as well as cook and crepe chef. She sailed from Florida to St Croix and since then has obtained her 100 ton USCG captain's license. Amber enjoys aquatic activities, fire dancing on the beach, hiking, exploring, beach combing, as well as creating new dishes with cultural flare.

Matthias & Amber are now Virgin Island expert crew with a number of charter seasons under their belts aboard Antillean.

Availability for Antillean:

Listed below are any confirmed reservations or unavailability, as well as current holds / options. Note: this calendar is not always 100% current. Please contact us for more information about available dates aboard this yacht.

Hours required between charters: 24hr

Upcoming 12 Months Reservation Calendar:
Available weekend day:
Caribbean off season:
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Reservation Calendar with Port Locations:
Booked: Thursday, 11 July 2019 to Thursday, 18 July 2019: Booked: Saint Thomas, USVI* to Saint Thomas, USVI*
Unavailable: Friday, 19 July 2019 to Thursday, 31 October 2019: Unavailable: Red Hook, St. Thomas, USVI* to Red Hook, St. Thomas, USVI*
Booked: Friday, 20 December 2019 to Friday, 27 December 2019: Booked: Red Hook, St. Thomas, USVI* to Red Hook, St. Thomas, USVI*
Booked: Saturday, 30 May 2020 to Saturday, 6 June 2020: Booked: Red Hook, St. Thomas, USVI* to Red Hook, St. Thomas, USVI*

7-night Charter Rates by Group Size

Guests: 2 guests 3 guests 4 guests 5 guests 6 guests
Summer 2019 $9,000 $10,500 $11,600 $12,700 $13,800
Winter 2019 to 2020 $9,000 $10,500 $11,600 $12,700 $13,800
Summer 2020 $9,000 $10,500 $11,600 $12,700 $13,800
Winter 2020 to 2021 $9,000 $10,500 $11,600 $12,700 $13,800
*Price range is subject to change. Please Contact Us for pricing for various party sizes, number of nights and Christmas & New Year weeks. Best price guarantee: We endeavor to offer the lowest prices available and will always match lowest rates. We accept Visa, MasterCard and AMEX, no fees. We accept Visa, MasterCard and AMEX

Contact us for rates and current availability or to book a charter aboard Antillean!

Full Specifications for Antillean

Antillean Layout
Length 50ft
Beam 15
Draft 6
Designer Beneteau
Launched 1997 (Refit 2018)
Guests Up to 6
Children Allowed Yes
Air Conditioning Full
Flag BVI
Dinghy/Tender 15 (70HP)
Dingy Max. Passengers 8
Guest Cabins 3
Guest Cabin Configuration 2 Queen, 1 Double en-suite cabins with A/C
Guest Electric Heads 3
Accommodation Description:
Three private, en suite guest cabins featuring two queen cabins and one double.
Home Port Red Hook, St Thomas, US Virgin Islands
Winter Cruising Area Caribbean Virgin Islands, Caribbean Leewards
Summer Cruising Area Caribbean Virgin Islands, Caribbean Leewards
Preferred Port CB, RH
Other Port Tortola
Hours Between Charters 24hr
WiFi Internet Onboard WIFI
Sun Awning Yes
Hammock Yes
Deck Shower Yes
Hair Dryer Yes
Ice Maker No
Voltage 12/110
Other 20" Flat screen TV with DVD
Adult Waterskis Yes
Kids Waterskis Yes
Stand Up Paddle Board 3
Snorkeling Gear Yes
Tow Tube Yes
Wake Board Yes
Knee Board Yes
1-Person Kayak 1
2-Person Kayak 2
Float Mats Yes
Beach Games Yes
Fishing Gear Yes
Fishing Gear Type Trolling
Number of Rods 2 trolling
Deep Sea Yes
Underwater Camera Yes
Other Water Toys Floating island
3 SUPs (stand-up paddle board) - with seats to convert to sit on top kayaks (2 two seaters and 1 one seater)
GoPro Hero 3
Fishing will be required to obtain a permit
Skip Ball
Spring floats (4)
Airfilled counch chairs (2)
Phantom Pro 3 Drone

Scuba Info Diving and Instruction INCLUDED!!!! All gear will be onboard upon request with the sizes requested.

1 xs bcd, 1 s bcd, 2 med bcd's, 2 lg bcd's, 2 xl bcd's

1 night dive offered for experienced divers only
Scuba Terms Included with instruction available on board. If you are planning on getting certified while on charter, please make sure to purchase your books through the crew so that they are set up as your instructor and can monitor their class and book work before the charter. You'll need to purchase books and complete theory portions of the course at home prior to charter.
Scuba License Instructor
Open Water Course Included- guest must purchase books and complete book work at home prior to charter
Resort Course Included
Personal BCs 6
Regulators 8
Weights 6
Number of Divers 6
Dives per Week Flexible
Night Dives 1
Dive Lights 18
Air Compressor Not Onboard
Stereo System Yes
iPod Hookup Yes
Satellite TV No
DVD Player Yes (40+ DVDs)
Board Games Yes
Books 20+
Captain Nationality USA
Captain License USCG Master
Captain Years Sailing 27
Language Spoken English
Crew Smokes No
Crew Pets No
Caters to Special Diets Yes
Kosher Available Yes

Reviews for Antillean with Matthias & Amber:

Matthias & Amber were were extremely accommodating and their local knowledge was invaluable in adding to the trip. It was nice to see St. John, where we spent the previous week on land, by sea.

Antillean was very comfortable, clean, and well ventilated. Ear plugs did help with the hum of the generator running during the night. Great cockpit layout with plenty of shade for those who desired it.

The food. Oh my gosh. My one wish if I ever become filthy rich is to have a chef. If I could have Amber on every vacation, life would be wonderful.

Timothy R, aboard Sailing Yacht Antillean March 2019  sailing the Virgin Islands

Matthias & Amber are wonderful people. Helpful, friendly, always kept an eye on all of us when we were snorkeling the reefs and wrecks, made great suggestions for shore excursions and even organized a trip with a driver for us on Virgin Gorda. Amber is a five star chef with incredible meals as well as an experienced bartender who makes fabulous drinks.

Loved the fact Antillean had air conditioning. Beautiful interior, exceptionally clean and well maintained. We did spend all our waking time on deck though. The scenery in the islands is exceptional. So much uninhabited space is a nice change from other island destinations I've visited in the past.

The food was fabulous. Amber would have customized but all of us wanted to see what she would fix next. Definitely say yes to dessert!

Nice combination of deserted bays and shore destinations like Bitter End Yacht Club and the Wonky Dog on Anegada. We rented a car on Anegada and spent some time on Cow Wreck Beach. That's a must do if you go to Anegada which is a much shorter sail (a little over two hours) than I originally thought when I looked at a map.

If a party of four or less is going to the BVI's don’t even consider any other yacht and crew. I've chartered before but nothing like this!

Barbara L, aboard Sailing Yacht Antillean February 2017  sailing the British Virgin Islands

Reviews for Antillean with previous crew:

John and Heidi were great, knowledgeable, fantastic food, great companions! Made us feel at home!

Heidi's cooking was over the top! It was great. We can't wait to make her crab cakes, thanks for sharing the recipe.

Did you enjoy the itinerary and the area you sailed?
- Yes, it was perfect for our first time on a sailing charter trip like this.

If you are looking for a great sailing adventure, relaxing time, great food, cold drinks and lots of laughs then sailing with John and Heidi, the experienced Captain and Crew of the Antillean, is the way to go!

Thanks again, it was a trip of a life time.

George E, aboard Sailing Yacht Antillean April 2013  sailing the British Virgin Islands

Heidi and John were the perfect hosts. We mostly wanted total relaxation on our trip. We had limited sailing experience and limited knowledge of the area, and only knew that we wanted to completely relax and enjoy the sun and the sea. We thought that we might want to get off the boat and explore, assuming that the boat might be a little restrictive and that we would need the stimulation of different environments. We indicated before we left that we would want to get off at least once and maybe more often for food and nightlife. Heidi and John took us to a place early in the trip and suggested that it might be a good place to get off. They were correct that it was just the kind of place that we would have predicted that we would want to go. We stayed in that bay the night before and were able to hear the music and fun that was happening there, but when we thought about it, we realized that we could do that anywhere and we were really enjoying the food, company and surroundings on the ship and that we didn't want to interrupt it with the "teal" world. They were more than accommodating when we told them that if it was ok, we were going to eat every meal and spend every available moment on board. Mr Smee (the parrot) unexpectedly provided endless hours of entertainment!

Was Antillean comfortable, clean and well ventilated? - Much more than we had anticipated - we had a rainy day and yet were protected from the weather by the boat cover and sides. When the weather was nice (which was most of the trip) we enjoyed the fresh air and sun. We avoided showers the first day or two, because we were a little concerned with the limited space, but once we got beyond that, the showers became one of our favorite parts of the day.

The food was even beyond our expectations. Heidi was fantastic at serving up tasty treats when we didn't think we could eat another thing and we devoured them all. It was always a little more than we thought we needed but we enjoyed every bite. The meals were health and refreshing and the popcorn was especially appreciated! I was super impressed with the amount of fresh food that was on the boat, and how Heidi was able to use it as it hit its ripest point. We started out the week eating the fruits and vegetables that would ripen first (such as bananas) and yet there was plenty of fresh fruits and vegetables remaining at the end of the week.

Every day was more relaxing than the last. The only disappointments were weather related. We had rain the last full day and no wind at all returning to town. We had a fantastic time out sailing. One of our group was concerned about sea sickness, and the heeling over when we sailed, but by the second full day of sailing she was enjoying sitting on the front deck, feeling the sun and the wind and had no concerns about sliding into the ocean even as the boat was heeling over. It was exhilarating! We didn't do a lot of research before the trip about places to go, but we had read about the soggy Dollar and went there the first day of cruising. It was great fun. Heidi and John also suggested the baths and we had a great time there. After the first couple of days we settled into a routine of sailing and snorkeling which we all thrived on. Some of us had never snorkeled before and we couldn't get enough of it. They showed us some beautiful locations for snorkeling and we had lots of fun afterwards trying to identify what we had seen in their handy reference books.

John at Sailing Directions was also the perfect contact while planning the charter. We were a little overwhelmed when we started the planning process. We certainly took our time to decide whether this was the vacation for us. John answered all of our questions in a very timely fashion, patiently followed up just enough to keep us moving forward and followed through with all the necessary forms and information when we finally made our decision.

The most important thing that I can think of to describe our experience is that it was totally relaxing. A month after the trip, we all got together to go over the pictures and memories and we all agreed that it was the most amazing trip that we had ever taken. We all love to travel and have been many places, but this trip holds a special place for all of us. We all came home relaxed and even a month later can get back to that place in spite of all of the demands of the real world. We all agreed that we would do it again in a moment.

Jill H, aboard Sailing Yacht Antillean May 2012  sailing the Virgin Islands

   Sample Itinerary

Antillean sails throughout the Caribbean from the Virgin Islands to Trinidad. The yacht is based in the US and British Virgin Islands for the months of November to July, then heads south to St. Lucia for the summers months, offering charters in the Grenadines.

Whether you are looking to lounge and relax, or fill your day with adventurous excursions, we'll take you to the most beautiful places to do it.

Antillean has a kayak onboard that guests may use to explore the many scenic anchorages we visit.

Shore visits can occur as often as you like and we can take you there in our 12 ft. Caribe dinghy. Browse around the many shops, restaurants, and bars on the islands or roam the white sandy beaches of the Caribbean. Snorkel gear is also carried onboard so you can also see what is beneath the surface of all that crystal blue water.

If you prefer to stay onboard to bask in the sun or relax in the shade, you can curl up with a good book or try your hand at some of the table games we have. Antillean also has a DVD player, CD and cassette player. Feel free to bring your favorite music or movies.

Contact Us

Interested in Antillean?
Get in touch to learn more or book your vacation!

Disclaimer: While we make every effort to ensure that the information for Antillean is current, we cannot guarantee that the details listed are 100% up to date. Please contact us and we will happily verify any details for you. Your privacy is important to us, view our Privacy Policy